Basic Info

Common NamePrimisulfuron(F05934)
2D Structure
FRCD IDF05934
CAS Number113036-87-6
PubChem CID91774
FormulaC14H10F4N4O7S
IUPAC Name

2-[[4,6-bis(difluoromethoxy)pyrimidin-2-yl]carbamoylsulfamoyl]benzoic acid

InChI Key

GPGLBXMQFQQXDV-UHFFFAOYSA-N

InChI

InChI=1S/C14H10F4N4O7S/c15-11(16)28-8-5-9(29-12(17)18)20-13(19-8)21-14(25)22-30(26,27)7-4-2-1-3-6(7)10(23)24/h1-5,11-12H,(H,23,24)(H2,19,20,21,22,25)

Canonical SMILES

C1=CC=C(C(=C1)C(=O)O)S(=O)(=O)NC(=O)NC2=NC(=CC(=N2)OC(F)F)OC(F)F

Isomeric SMILES

C1=CC=C(C(=C1)C(=O)O)S(=O)(=O)NC(=O)NC2=NC(=CC(=N2)OC(F)F)OC(F)F

Synonyms
        
            2-[[4,6-bis(difluoromethoxy)pyrimidin-2-yl]carbamoylsulfamoyl]benzoic acid
        
            Primisulfuron
        
            113036-87-6
        
            Primisulfuron [ISO]
        
            UNII-7UFU80LX99
        
            7UFU80LX99
        
            CHEBI:82031
        
            C14H10F4N4O7S
        
            AC1L3MS4
        
            SCHEMBL54482
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassBenzenesulfonamides
Intermediate Tree NodesNot available
Direct ParentBenzenesulfonamides
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
SubstituentsBenzenesulfonamide - Benzoic acid or derivatives - Benzoic acid - Benzenesulfonyl group - Benzoyl - Sulfonylurea - Pyrimidine - Heteroaromatic compound - Organic sulfonic acid or derivatives - Organosulfonic acid or derivatives - Sulfonyl - Aminosulfonyl compound - Carboximidic acid derivative - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Azacycle - Organoheterocyclic compound - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Organofluoride - Organohalogen compound - Organic nitrogen compound - Alkyl halide - Organonitrogen compound - Organooxygen compound - Organosulfur compound - Hydrocarbon derivative - Organic oxygen compound - Organopnictogen compound - Organic oxide - Alkyl fluoride - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring.

Properties

Property NameProperty Value
Molecular Weight454.309
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count13
Rotatable Bond Count8
Complexity691
Monoisotopic Mass454.021
Exact Mass454.021
XLogP3.3
Formal Charge0
Heavy Atom Count30
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB-0.6205
Human Intestinal AbsorptionHIA+0.7660
Caco-2 PermeabilityCaco2-0.6170
P-glycoprotein SubstrateNon-substrate0.8514
P-glycoprotein InhibitorNon-inhibitor0.8628
Non-inhibitor0.9696
Renal Organic Cation TransporterNon-inhibitor0.9116
Distribution
Subcellular localizationMitochondria0.6488
Metabolism
CYP450 2C9 SubstrateNon-substrate0.5153
CYP450 2D6 SubstrateNon-substrate0.8611
CYP450 3A4 SubstrateNon-substrate0.7377
CYP450 1A2 InhibitorNon-inhibitor0.7884
CYP450 2C9 InhibitorNon-inhibitor0.7143
CYP450 2D6 InhibitorNon-inhibitor0.8853
CYP450 2C19 InhibitorNon-inhibitor0.8157
CYP450 3A4 InhibitorNon-inhibitor0.9298
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.9375
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9958
Non-inhibitor0.8844
AMES ToxicityNon AMES toxic0.7987
CarcinogensNon-carcinogens0.7531
Fish ToxicityHigh FHMT0.9479
Tetrahymena Pyriformis ToxicityHigh TPT0.7407
Honey Bee ToxicityLow HBT0.8899
BiodegradationNot ready biodegradable1.0000
Acute Oral ToxicityIV0.5026
Carcinogenicity (Three-class)Non-required0.5997

Model Value Unit
Absorption
Aqueous solubility-3.7605LogS
Caco-2 Permeability0.2868LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.0325LD50, mol/kg
Fish Toxicity1.6946pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.5035pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
VegetableAustria0.05mg/kg
FruitAustria0.05mg/kg
VegetablesGermany0.05mg/kg
FruitGermany0.05mg/kg